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Dudley Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Dudley vacation rentals

A room with a sloped ceiling, wooden beams, a purple door, and a star decoration on the wall.

1. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (46 reviews)
"Nice place to stay has good air conditioning "
United States
Zachary P.
The price is AED 463
AED 682 total
includes taxes & fees
12 Nov - 13 Nov
The Tree House at Underhill Hollow
A red building with a colorful mural on the front, a covered porch, and a stone foundation.

2. Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (26 reviews)
"Great stay!!"
United States
Elizabeth G.
The price is AED 463
AED 661 total
includes taxes & fees
12 Nov - 13 Nov
Wizard's Roost at Underhill Hollow
A rustic building with a brick exterior and a red roof, situated next to a pond with tall reeds and a tree with autumn-colored leaves.

3. SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (20 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is AED 463
AED 664 total
includes taxes & fees
16 Nov - 17 Nov
SteamPunk Bunk House and Intergalactic Way Station
A room with a blue wall, a mirror, a table with chairs, potted plants, and a Christmas tree.

4. Modern 1-bedroom apartment in peaceful Sturbridge with AC

Modern 1-bedroom apartment in peaceful Sturbridge with AC
Sturbridge
6.0 out of 10, (3 reviews)
"Clean place short drive to all Sturbridge attractions."
United States
Lynn M. T.
The price is AED 365
AED 457 total
includes taxes & fees
12 Nov - 13 Nov
Modern 1-bedroom apartment in peaceful Sturbridge with AC
A bedroom with a wooden bed, large windows, and a view of greenery outside.

5. Rustic Farmette Studio with Hot Tub & Pool

Rustic Farmette Studio with Hot Tub & Pool
Thompson
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful and quiet location"
United States
Lynn J.
The price is AED 918
AED 1,359 total
includes taxes & fees
23 Nov - 24 Nov
Rustic Farmette Studio with Hot Tub & Pool
A modern interior with a dining area, kitchen, and seating space.

6. 1 King Bed | Non-Smoking, Micfridge

1 King Bed | Non-Smoking, Micfridge
Putnam
10.0 out of 10, Exceptional, (4 reviews)
"Offers good value with cozy accommodations."
United States
Anonymous traveler
The price is AED 321
AED 370 total
includes taxes & fees
12 Nov - 13 Nov
1 King Bed | Non-Smoking, Micfridge
A two-story house with a front porch, stone steps, and a driveway.

7. Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor

Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Putnam
8.8 out of 10, Excellent, (9 reviews)
"Very convenient 2BD for a two night stay. Note that parking is on the street."
United States
Dan M.
The price is AED 344
AED 651 total
includes taxes & fees
12 Nov - 13 Nov
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.

8. Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Sturbridge
10.0 out of 10, Exceptional, (4 reviews)
"Gorgeously decorated and ultra-clean. Was the perfect rental for my sisters wedding at Salem Cross Inn"
United States
Trish N.
The price is AED 746
AED 1,342 total
includes taxes & fees
12 Nov - 13 Nov
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
A living room with a TV, a sofa, a chair, a lamp, and a window with sheer curtains.

9. Clean & Cozy Private room - 3 floor_R 1

Clean & Cozy Private room - 3 floor_R 1
Union HIll
4.0 out of 10, (3 reviews)
The price is AED 327
AED 425 total
includes taxes & fees
12 Nov - 13 Nov
Clean & Cozy Private room - 3 floor_R 1
A lakeside cabin with a deck, a dock, and a small docked boat.

10. Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
Sturbridge
9.8 out of 10, Exceptional, (98 reviews)
"very clean, wonderful location"
United States
Anonymous traveler
The price is AED 826
AED 1,735 total
includes taxes & fees
12 Nov - 13 Nov
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
A wooden cabin with a glass upper floor, surrounded by a forest.

11. Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.8 out of 10, Exceptional, (39 reviews)
"Excellent location for a quiet and relaxing getaway. The cabin was clean and well outfitted. Our host greeted us, talked about the history of the property, kayaking around the lake was great, such a good idea for an old youth camp with so much potential. We’ll definitely be returning for another stay"
United States
Zachary C.
The price is AED 645
AED 903 total
includes taxes & fees
12 Nov - 13 Nov
Dove Cabin up in the Trees
A wooden deck with outdoor furniture, overlooking a lake with boats and houses in the background.

12. Serene 2-bedroom, 2-bath lakefront retreat on Staffordville Lake for 5 people.

Serene 2-bedroom, 2-bath lakefront retreat on Staffordville Lake for 5 people.
Stafford
9.6 out of 10, Exceptional, (50 reviews)
"Wonderful stay. Perfect spot on lake w kayaks already there very clean and had everything we needed!! We loved our stay and so relaxed."
United States
Lisa S.
Serene 2-bedroom, 2-bath lakefront retreat on Staffordville Lake for 5 people.
A living room with a gray sofa, a coffee table, and a rug. There are two windows with blinds, a door, and a wall-mounted plant.

13. Large 3BD 1st Floor Apartment Minutes from 290

Large 3BD 1st Floor Apartment Minutes from 290
Franklin Plantation
10.0 out of 10, Exceptional, (5 reviews)
"It was a great place for my family and i"
United States
Taisha M.
The price is AED 551
AED 1,110 total
includes taxes & fees
12 Nov - 13 Nov
Large 3BD 1st Floor Apartment Minutes from 290
A group of people seated around a fire pit in a garden with a gazebo and trees in the background.

14. Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.6 out of 10, Exceptional, (24 reviews)
"The place was unique and cozy. The hosts were very friendly and our stay was great"
United States
Stacy
The price is AED 373
AED 911 total
includes taxes & fees
23 Nov - 24 Nov
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
A neatly made bed with rolled towels, a bedside table with a lamp, and a large mirror on the wall.

15. Newly Refreshed 3bd Spacious Unit Minutes from 290

Newly Refreshed 3bd Spacious Unit Minutes from 290
Franklin Plantation
9.4 out of 10, Exceptional, (3 reviews)
"The communication was wonderful. There were some things that needed to be addressed and they were.We would definitely rent again! The space is very spacious and clean"
United States
Anonymous traveler
The price is AED 635
AED 1,215 total
includes taxes & fees
12 Nov - 13 Nov
Newly Refreshed 3bd Spacious Unit Minutes from 290
A house with a white porch, a black door, and a window with a white frame.

16. Cozy 1-bedroom cottage in serene Pomfret.

Cozy 1-bedroom cottage in serene Pomfret.
Pomfret
9.2 out of 10, Wonderful, (5 reviews)
"I had a lovely stay at the cottage! It was clean, comfortable, and quiet with a great view. The hosts were very helpful."
United States
Aaron H.
The price is AED 790
AED 971 total
includes taxes & fees
12 Nov - 13 Nov
Cozy 1-bedroom cottage in serene Pomfret.
A dining area with a high ceiling, skylights, and a view of the outdoors.

17. Secluded 2-Acre Lakefront Home! Book Your Getaway!

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock
9.8 out of 10, Exceptional, (95 reviews)
"The hosts were welcoming and the house was very clean and a great place to stay!"
United States
Emma S.
The price is AED 1,377
AED 2,178 total
includes taxes & fees
12 Nov - 13 Nov
Secluded 2-Acre Lakefront Home! Book Your Getaway!
Living area

18. Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2

Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2
Worcester
10.0 out of 10, Exceptional, (6 reviews)
"Clean, perfect, had everything we needed for a quick stay "
United States
Sierra M.
The price is AED 663
AED 1,499 total
includes taxes & fees
17 Nov - 18 Nov
Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2
A wooden bench and a small wooden bridge in a natural setting with greenery and a stream.

19. Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Brimfield
9.2 out of 10, Wonderful, (12 reviews)
"What a beautiful set up for a pet friendly family stay - candles lit upon arrival and a child’s room filled with toys ready to be enjoyed."
United States
Gregory C.
The price is AED 571
AED 687 total
includes taxes & fees
12 Nov - 13 Nov
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
A room with two black leather sofas, a glass-top coffee table, white walls, and a ceiling light.

20. Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1

Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1
Main South
8.8 out of 10, Excellent, (3 reviews)
"Rented the property to attend a series of events at Clark University. Literally walking distance to the school so it was quite convenient. Apartment was clean, beds were comfortable. Being able to park three cars in the driveway was a huge plus as street parking near the apartment was extremely challenging. Being a Clark alum, was quite familiar with the neighborhood so I knew what to expect. Felt completely safe in the apartment as every door to the hallways had sufficient locks. We did blow a...
United States
Elyse D.
The price is AED 545
AED 1,271 total
includes taxes & fees
1 Dec - 2 Dec
Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Dudley Hotel Reviews

AC Hotel by Marriott Worcester

AC Hotel by Marriott Worcester

10/10 Excellent
"Great overall stay"
TIMOTHY 1-night trip
Posted 7 hours ago
AC Hotel by Marriott Worcester

Frequently asked questions

Are there vacation rentals in Dudley?

Yes, there are vacation rentals near popular attractions in Dudley, or you can choose a more remote option if you're looking for a relaxing stay. Dudley is known for its restaurants.

What's the top vacation rental that Dudley has to offer?

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8: Visitors like this Dudley vacation home rental. It is located in a rural location and has a garden, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Dudley?

Choose from 3 Expedia vacation rentals in Dudley for a memorable vacation.

What’s there to see and do in Dudley?

Stevens Park and Berthol Field are a couple of lovely local spots to get outside and enjoy nature. Dudley Hill Golf Club at Nichols College and Conant Library are other places to visit while you're in town.

What’s a vacation rental in Dudley like?

Vacation rentals are private properties you can book for a long or short time in Dudley. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for family gatherings.